Homes with Pools for Sale in Orange County, NY

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3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Your private retreat in the Hudson Valley, 80 minutes from the city. Ten estate-like acres, a heated pool, and total seclusion. With Stewart Airport just 30 minutes out and the best of the region within easy reach: golf, fishing, boating, lakes and rivers, miles of hiking, skiing, and the charming hamlets of the Valley, with the Shawangunk Ridge and the Catskills close by. The home lives up to the land. Renovated and move-in ready, it's an easy place to land — a bright, open layout, hardwood floors throughout, a chef's kitchen designed for gatherings and entertainment with a built-in wine fridge, and a primary suite that's its own escape, with a spa bath and soaking tub. Generous room

$999,999

4 beds2.5 baths3,102 sq ft

10.2 acre lot • 2 garage spots • Pool

170 Dickerson Ave, Montgomery, NY 12549

Listing by Howard Hanna Rand Realty

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
The Hudson Valley remains one of the New York metropolitan area's most overlooked suburban opportunities—a true hidden gem for buyers seeking more space, privacy, natural beauty, and quality of life without giving up practical access to New York City. While many buyers begin in Westchester, Northern New Jersey, Long Island, or Connecticut, the Hudson Valley offers a compelling alternative: lower-density communities, mountains, parks, orchards, wineries, and dramatically more property for the money. For buyers willing to look beyond the most familiar suburban markets, the difference in lifestyle and value can be substantial. Woodbury is particularly well positioned, with I-87, Harriman

$1,980,000

5 beds6.5 baths7,512 sq ft

Falkirk golf course • No hoa • Heated pool

23 Greenwich Ave, Woodbury, NY 10917

Listing by KW Hudson Valley United

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Beautifully maintained and thoughtfully designed, this warm and inviting home is nestled within a sought-after gated community on a quiet, private cul-de-sac. From the moment you step inside, you’ll feel the light, and positive energy that fills this inviting home. Sunlight pours through the windows, creating a bright and airy atmosphere that feels both uplifting and comfortable. The main level features a cozy gas fireplace in the living room, a formal dining room ideal for entertaining, and a spacious well-appointed kitchen with a center island. Hardwood floors throughout add warmth and timeless elegance. Flexible spaces throughout the home provide options for a home office, playroom

$569,000

3 beds2.5 baths1,761 sq ft

Gated community • Cozy gas fireplace • Formal dining room

13 Gillian Ct, Monroe, NY 10950

Listing by Q Home Sales

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Welcome to Mansion Ridge, one of Orange County's premier gated golf course communities, where scenic surroundings, exceptional amenities, and a convenient Hudson Valley location come together. Situated within the sought-after Mansion Ridge community, home to the renowned Jack Nicklaus Signature Golf Course, this spacious 4-bedroom Colonial offers an ideal blend of comfort, functionality, and lifestyle. Designed for both everyday living and entertaining, the home features over 3,000 square feet of living space, including a welcoming two-story foyer, formal living and dining areas, a spacious family room with fireplace, and an expansive kitchen with abundant cabinetry, generous counter space,

$825,000

4 beds2.5 baths3,031 sq ft

0.6 acre lot • 2 garage spots • Pool

4 Augusta Ct, Monroe, NY 10950

Listing by eXp Realty

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Step into history with this rare opportunity on Goshen's prestigious Sarah Wells Trail. This property blends historic charm with endless potential. Featuring multiple classic farm structures including a gorgeous old barn & chicken coop along with other outbuildings. The estate is ideal for buyers looking to restore and modernize. The property offers space for horses, smaller livestock and the possibility to convert existing structures for multiple uses. Think historic estate, artist compound, equestrian & hobby farming and workshop. The house has beautiful period details, multiple rooms for entertaining or quiet places to relax. Create bedrooms with dressing rooms and sitting ar

$999,000

5 beds2 baths3,012 sq ft

Gorgeous old barn • Space for horses • Historic charm

324 Sarah Wells Trl, Goshen, NY 10924

Listing by Keller Williams Realty

Property at 190 Ridge Rd, Highland Mills, NY 10930, 5 beds, 3.5 baths

$999,998

5 beds3.5 baths2,525 sq ft

190 Ridge Rd, Highland Mills, NY 10930

Listing by KW Hudson Valley United

Property at 19 High St, Chester, NY 10918, 9 beds, 6.5 baths

$1,145,000

9 beds6.5 baths4,965 sq ft

19 High St, Chester, NY 10918

Listing by Keller Williams Realty

Property at 1 Far Horizons Dr, Newburgh, NY 12550, 5 beds, 5 baths

$745,000

5 beds5 baths2,841 sq ft

1 Far Horizons Dr, Newburgh, NY 12550

Listing by Krumpfer Realty Group, LLC

Property at 3 Puritan Ln, Washingtonville, NY 10992, 4 beds, 3 baths

$587,000

4 beds3 baths2,220 sq ft

3 Puritan Ln, Washingtonville, NY 10992

Listing by Mannys RE Concepts Premier

Property at 32 Somerset Ln, Warwick, NY 10990, 4 beds, 2.5 baths

$1,200,000

4 beds2.5 baths3,101 sq ft

32 Somerset Ln, Warwick, NY 10990

Listing by BHG Real Estate Green Team

Property at 5 Cowdrey St, Warwick, NY 10990, 2 beds, 2.5 baths

$670,000

2 beds2.5 baths2,168 sq ft

5 Cowdrey St, Warwick, NY 10990

Listing by Howard Hanna Rand Realty

Property at 197 Wheeler Rd #91, Florida, NY 10921, 1 bed, 1 bath

$186,200

1 bed1 bath400 sq ft

197 Wheeler Rd #91, Florida, NY 10921

Listing by BHG Real Estate Green Team

Property at 27 Margaret Rd, Monroe, NY 10950, 4 beds, 2.5 baths

$749,999

4 beds2.5 baths3,128 sq ft

27 Margaret Rd, Monroe, NY 10950

Listing by Keller Williams Village Sq Rlt

Property at 824 Peenpack Trl, Sparrowbush, NY 12780, 3 beds, 3.5 baths

$637,000

3 beds3.5 baths3,895 sq ft

824 Peenpack Trl, Sparrowbush, NY 12780

Listing by eXp Realty

Property at 22 Weyant Rd, Fort Montgomery, NY 10922, 4 beds, 3 baths

$1,075,000

4 beds3 baths2,314 sq ft

22 Weyant Rd, Fort Montgomery, NY 10922

Listing by HomeSmart Homes & Estates

Property at 11 Dorian Way, Campbell Hall, NY 10916, 4 beds, 3.5 baths

$1,299,000

4 beds3.5 baths3,776 sq ft

11 Dorian Way, Campbell Hall, NY 10916

Listing by Howard Hanna Rand Realty

Property at 2 Primrose Ln, Chester, NY 10918, 4 beds, 3 baths

$849,900

4 beds3 baths2,370 sq ft

2 Primrose Ln, Chester, NY 10918

Listing by Weichert Realtors

Property at 242 Prospect Rd, Monroe, NY 10950, 3 beds, 1.5 baths

$999,000

3 beds1.5 baths1,678 sq ft

242 Prospect Rd, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 63 Colonial Ave, Warwick, NY 10990, 6 beds, 5.5 baths

$2,000,000

6 beds5.5 baths6,254 sq ft

63 Colonial Ave, Warwick, NY 10990

Listing by Chapin Sotheby's Intl Rlty

Property at 25 Delaware St, Port Jervis, NY 12771, 7 beds, 2 baths

$650,000

7 beds2 baths3,024 sq ft

25 Delaware St, Port Jervis, NY 12771

Listing by Donna Ruffino Realty Corp

Property at 6 Bainbridge Pl #902, Newburgh, NY 12550, 3 beds, 2.5 baths

$469,000

3 beds2.5 baths1,748 sq ft

6 Bainbridge Pl #902, Newburgh, NY 12550

Listing by Smitchger Realty

Property at 19 Magnolia Park Rd, Middletown, NY 10940, 3 beds, 2.5 baths

$490,000

3 beds2.5 baths2,191 sq ft

19 Magnolia Park Rd, Middletown, NY 10940

Listing by AMO Realty

Property at 19 Greentree Ln, Chester, NY 10918, 4 beds, 4 baths

$3,400,000

4 beds4 baths7,750 sq ft

19 Greentree Ln, Chester, NY 10918

Listing by Serhant LLC

Property at 93 Horton Rd, Washingtonville, NY 10992, 4 beds, 4 baths

$985,000

4 beds4 baths3,674 sq ft

93 Horton Rd, Washingtonville, NY 10992

Listing by Compass Greater NY, LLC

Property at 157 Old Forestburg Rd, Sparrowbush, NY 12780, 3 beds, 2 baths

$410,000

3 beds2 baths1,528 sq ft

157 Old Forestburg Rd, Sparrowbush, NY 12780

Listing by KW Hudson Valley United

Property at 197 Wheeler Rd Unit 92 and 93, Florida, NY 10921, 3 beds, 2.5 baths

$329,610

3 beds2.5 baths800 sq ft

197 Wheeler Rd Unit 92 and 93, Florida, NY 10921

Listing by BHG Real Estate Green Team

Property at 179 Reservoir Rd, Middletown, NY 10940, 3 beds, 2 baths

$550,000

3 beds2 baths3,080 sq ft

179 Reservoir Rd, Middletown, NY 10940

Listing by KW Hudson Valley United

Property at 198 Corbett Rd, Montgomery, NY 12549, 6 beds, 7.5 baths

$2,895,000

6 beds7.5 baths6,415 sq ft

198 Corbett Rd, Montgomery, NY 12549

Listing by Keller Williams Realty Liberty

Property at 41 Warwick Isle Blvd, Pine Island, NY 10969, 4 beds, 3.5 baths

$2,999,000

4 beds3.5 baths4,500 sq ft

41 Warwick Isle Blvd, Pine Island, NY 10969

Listing by Serhant LLC

Property at 29 Olympus Rd, Highland Mills, NY 10930, 3 beds, 3 baths

$599,000

3 beds3 baths1,834 sq ft

29 Olympus Rd, Highland Mills, NY 10930

Listing by Howard Hanna Rand Realty

Property at 28 Heritage Ct, Tuxedo Park, NY 10987, 4 beds, 3.5 baths

$1,445,000

4 beds3.5 baths5,013 sq ft

28 Heritage Ct, Tuxedo Park, NY 10987

Listing by Tuxedo Hudson Realty Corp

Property at 211 Little York Rd, Warwick, NY 10990, 4 beds, 5.5 baths

$2,495,000

4 beds5.5 baths3,564 sq ft

211 Little York Rd, Warwick, NY 10990

Listing by BHHS Hudson Valley Properties

Property at 23 Peach Ter, Newburgh, NY 12550, 4 beds, 2 baths

$629,000

4 beds2 baths4,020 sq ft

23 Peach Ter, Newburgh, NY 12550

Listing by BHHS Hudson Valley Properties

Property at 19 Tanager Rd #1902, Monroe, NY 10950, 2 beds, 1.5 baths

$245,000

2 beds1.5 baths1,025 sq ft

19 Tanager Rd #1902, Monroe, NY 10950

Listing by Weichert Realtors

Property at 283 Prospect Rd, Monroe, NY 10950, 3 beds, 2 baths

$1,499,999

3 beds2 baths3,450 sq ft

283 Prospect Rd, Monroe, NY 10950

Listing by Mount Realty

Property at 19 Putters Way #9, Middletown, NY 10940, 2 beds, 2.5 baths

$399,000

2 beds2.5 baths1,337 sq ft

19 Putters Way #9, Middletown, NY 10940

Listing by Access Realty Team Inc

Property at 564 Clove Rd, Monroe, NY 10950, 3 beds, 2.5 baths

$824,000

3 beds2.5 baths1,794 sq ft

564 Clove Rd, Monroe, NY 10950

Listing by Mount Realty

Property at 12 Damian Ct, Chester, NY 10918, 5 beds, 4 baths

$949,000

5 beds4 baths3,136 sq ft

12 Damian Ct, Chester, NY 10918

Listing by MS Realty Group USA, Inc

Property at 121 Renwick St, Newburgh, NY 12550, 6 beds, 2 baths

$700,000

6 beds2 baths2,216 sq ft

121 Renwick St, Newburgh, NY 12550

Listing by RE/MAX Benchmark Realty Group

Property at 26 Roberson Ave, Pine Bush, NY 12566, 4 beds, 3.5 baths

$2,595,000

4 beds3.5 baths3,900 sq ft

26 Roberson Ave, Pine Bush, NY 12566

Listing by Houlihan Lawrence Inc

Property at 4 Lambros Dr, Monroe, NY 10950, 5 beds, 4.5 baths

$899,000

5 beds4.5 baths2,620 sq ft

4 Lambros Dr, Monroe, NY 10950

Listing by Keller Williams Realty

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Based on information submitted to the MLS GRID as of Fri Sep 11 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Orange County

There are currently 300 homes with pools for sale in Orange County at a median listing price of $515K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Orange County stay on the market for 62 days and receive 2 offers. This map is refreshed with the newest listings in Orange County every 15 minutes.

In the past month, 323 homes have been sold in Orange County. In addition to houses in Orange County, there were also 163 condos, 1 townhouse, and 107 multi-family units for sale in Orange County last month. Find your dream home in Orange County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Orange County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Orange County. If you're looking to sell your home in the Orange County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Orange County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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